Discover your own resort-at-home lifestyle in Hillsborough County. We have compiled all of the 55+ active adult communities in Hillsborough County in one place for you.
Here you will find all new construction as well as resale homes in Hillsborough County. You will fall in love with the fun-filled amenities and stylish single-family homes within these country club settings.
Working with an agent that is knowledgeable in all the requirements to live in a 55+ active adult community is crucial. Nick & Cindy Davis with RE/MAX Premier Group have assisted hundreds of our clients find the home of their dreams here in the Tampa Bay And Surrounding Areas. We are always just a click here or call to 813-300-7116 away.
55+ Communities Hillsborough County
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All Active Adult Communities in Hillsborough County
- List View
- Map View
- Grid View
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Lot Size2,178 sqft
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Home Size1,394 sqft
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Beds2 Beds
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Baths2 Baths
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Year Built1989
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Days on Market2
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See all 55+ Community Hillsborough.
(all data current as of
5/15/2026)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
- List View
- Grid View
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$330,000
4109 NW 23rd Drive, Gainesville, FL4109 NW 23rd Drive
Gainesville, FL- 3 Beds
- 2 Baths
- 1,295 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$279,999
49 Pine Radial, Ocala, FL49 Pine Radial
Ocala, FL- 3 Beds
- 2 Baths
- 1,459 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$574,990
15518 Fountain Cove Court, Winter Garden, FL15518 Fountain Cove Court
Winter Garden, FL- 3 Beds
- 3 Baths
- 2,040 Home (sqft)
- 3 Baths
- 8,277 Lot (sqft)
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$552,000
1704 W Hanna Avenue, Tampa, FL1704 W Hanna Avenue
Tampa, FL- 3 Beds
- 3 Baths
- 1,900 Home (sqft)
- 3 Baths
- 6,099 Lot (sqft)
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$358,710
1004 Monarch Pass, Lake Hamilton, FL1004 Monarch Pass
Lake Hamilton, FL- 4 Beds
- 3 Baths
- 1,988 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
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$389,900
17704 Rivendel Road, Lutz, FL17704 Rivendel Road
Lutz, FL- 4 Beds
- 2 Baths
- 1,714 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$1,100,000
14109 9th Terrace NE, Bradenton, FL14109 9th Terrace NE
Bradenton, FL- 3 Beds
- 3 Baths
- 2,800 Home (sqft)
- 3 Baths
- 16,989 Lot (sqft)
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$365,000
384 Baytree Drive, Rotonda West, FL384 Baytree Drive
Rotonda West, FL- 3 Beds
- 2 Baths
- 1,894 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
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$915,000
4719 Winsome Way, Bradenton, FL4719 Winsome Way
Bradenton, FL- 4 Beds
- 3 Baths
- 2,190 Home (sqft)
- 3 Baths
- 8,712 Lot (sqft)
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$585,000
3245 Rackley Road, Brooksville, FL3245 Rackley Road
Brooksville, FL- 3 Beds
- 2 Baths
- 1,893 Home (sqft)
- 2 Baths
- 5.00 Lot (ac)
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$624,990
2614 Cavanaugh Drive, Orlando, FL2614 Cavanaugh Drive
Orlando, FL- 5 Beds
- 3 Baths
- 3,198 Home (sqft)
- 3 Baths
- 6,099 Lot (sqft)
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$199,500
142 Woodlake Wynde #48, Oldsmar, FL142 Woodlake Wynde #48
Oldsmar, FL- 2 Beds
- 2 Baths
- 924 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$999,000
1013 Maiden Terrace, Celebration, FL1013 Maiden Terrace
Celebration, FL- 5 Beds
- 3 Baths
- 2,800 Home (sqft)
- 3 Baths
- 3,921 Lot (sqft)
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$139,900
11821 Northtrail Avenue #11821, Tampa, FL11821 Northtrail Avenue #11821
Tampa, FL- 2 Beds
- 2 Baths
- 1,104 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$703,000
5237 Chiswick Circle, Belle Isle, FL5237 Chiswick Circle
Belle Isle, FL- 4 Beds
- 3 Baths
- 2,475 Home (sqft)
- 3 Baths
- 13,940 Lot (sqft)
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$319,900
10355 Paradise Boulevard #511, Treasure Island, FL10355 Paradise Boulevard #511
Treasure Island, FL- 1 Bed
- 1 Bath
- 895 Home (sqft)
- 1 Bath
- 1.93 Lot (ac)
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$405,380
356 Castle Drive, Lake Alfred, FL356 Castle Drive
Lake Alfred, FL- 4 Beds
- 3 Baths
- 2,631 Home (sqft)
- 3 Baths
- 6,099 Lot (sqft)
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$339,999
766 Roma Avenue S, Lehigh Acres, FL766 Roma Avenue S
Lehigh Acres, FL- 4 Beds
- 2 Baths
- 1,842 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$320,000
702 E Gilchrist Street, Plant City, FL702 E Gilchrist Street
Plant City, FL- 4 Beds
- 2 Baths
- 1,516 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
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$2,000,000
1810 W Bearss Avenue, Tampa, FL1810 W Bearss Avenue
Tampa, FL- 4 Beds
- 5 Baths
- 4,127 Home (sqft)
- 5 Baths
- 1.02 Lot (ac)
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$99,000
Spring Garden Ranch Rd, De Leon Springs, FLSpring Garden Ranch Rd
De Leon Springs, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 1.02 Lot (ac)
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$690,000
6615 Helmsley Circle, Windermere, FL6615 Helmsley Circle
Windermere, FL- 5 Beds
- 4 Baths
- 3,390 Home (sqft)
- 4 Baths
- 6,099 Lot (sqft)
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$399,000
7148 Chatum Light Run, Bradenton, FL7148 Chatum Light Run
Bradenton, FL- 3 Beds
- 3 Baths
- 1,837 Home (sqft)
- 3 Baths
- 4,792 Lot (sqft)
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$35,000
Spruce Road, Ocala, FLSpruce Road
Ocala, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
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$799,000
3817 W Dale Avenue #4, Tampa, FL3817 W Dale Avenue #4
Tampa, FL- 3 Beds
- 3 Baths
- 2,152 Home (sqft)
- 3 Baths
- 2,614 Lot (sqft)
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$1,290,000
1031 Guernsey Street, Orlando, FL1031 Guernsey Street
Orlando, FL- 4 Beds
- 3 Baths
- 3,198 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
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$339,000
3490 Dow Lane, Spring Hill, FL3490 Dow Lane
Spring Hill, FL- 3 Beds
- 2 Baths
- 1,955 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$359,990
37327 Stanford Avenue, Zephyrhills, FL37327 Stanford Avenue
Zephyrhills, FL- 3 Beds
- 2 Baths
- 1,512 Home (sqft)
- 2 Baths
- 1.48 Lot (ac)
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$500,000
573 Kistler Circle, Clermont, FL573 Kistler Circle
Clermont, FL- 3 Beds
- 2 Baths
- 2,071 Home (sqft)
- 2 Baths
- 6,534 Lot (sqft)
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$829,000
8806 Crosswood Court, Riverview, FL8806 Crosswood Court
Riverview, FL- 5 Beds
- 3 Baths
- 2,262 Home (sqft)
- 3 Baths
- 23,523 Lot (sqft)
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